Cyanamide → HCID 178449178, compound

Participants

Reaction Steps

To a solution of 1.5 g of N-t-butyl-N'-(3,5-difluorophenyl)thiourea produced in Example A-8 in 27 ml of THF were added 0.46 g of cyanamide, 2.2 g of DCC and 0.14 ml of diisopropylethylamine. The mixture was refluxed for 24 hours and evaporated in vacuo. The residue was mixed with 100 ml of benzene and the resulting crystals were filtered off. The filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography using a 9:1 mixture of benzene-ethyl acetate as a solvent to give 0.8 g of crude product. Recrystallization from benzene-cyclohexane mixture gave 0.5 g of the title compound as colorless needles melting at 170.0°-172.0° C.

Provenance & Evidence